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List price (High to Low) List price (Low to High) # Bedrooms # Bathrooms Year Built Square Footage Recently Updated
$5,087,250
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5.1
Square Footage: 6422
Year Built: 2005
Area: 23 - Upper Matecumbe
Subdivision: Misc Upper Matacumbe (82.0)
Description: The finest of the bay front parcels in the heart of Islamorada! Peaceful, ...
Listing Office: Ocean Sotheby's International Realty
Last Updated: September - 03 - 2024
IDX
$5,500,000
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3.1
Square Footage: 3173
Year Built: 1994
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: Stunning Truman Annex home totally renovated & recently expanded. Incredibl...
Listing Office: Truman & Co. (KW)
Last Updated: August - 25 - 2024
IDX
$5,950,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 6
Square Footage: 2364
Year Built: 1968
Area: 27 - Key Largo MM 97-107
Subdivision: Tarpon Acres (102.0)
Description: Welcome to the ultimate tropical sanctuary in Key Largo! An extraordinary w...
Listing Office: Ocean Sotheby's International Realty
Last Updated: June - 16 - 2025
IDX
$5,750,000
Status: Closed
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 5
Square Footage: 2635
Year Built: 1952
Area: 23 - Upper Matecumbe
Subdivision: Caribee Beach (80.0)
Description: CARIBEE BEACH HOUSE is the perfect mix of old school Islamorada charm combi...
Listing Office: Coastal Realty of the Florida Keys
Last Updated: March - 05 - 2025
IDX
$5,950,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 7
Square Footage: 3978
Year Built: 1992
Area: 22 - Lower Matecumbe
Subdivision: Mat Ocean Bay (75.0)
Description: Welcome to your private tropical retreat in the heart of Islamorada, Florid...
Listing Office: Ocean Sotheby's International Realty
Last Updated: June - 19 - 2025
IDX
$5,075,000
Status: Closed
Property Type: Residential
# of Bedrooms: 10
# of Bathrooms: 9
Square Footage: 6631
Year Built: 1999
Area: 19 - Crawl Key & Grassy Key
Subdivision: Grassy Key (58.9)
Description: Private Open Waterfront Estate. Luxurious Appointments Accent this Enormous...
Listing Office: Coldwell Banker Schmitt R.E.
Last Updated: September - 02 - 2024
IDX
$5,250,000
Status: Closed
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 6.1
Square Footage: 6714
Year Built: 2004
Area: 17 - Vaca Cut - Both Sides Holiday Inn/Key Colony
Subdivision: Coury Sub (53.5)
Description: The Crown Jewel of the Florida Keys, Villa La Joya,a spectacular gated ocea...
Listing Office: American Caribbean Real Estate - Middle Keys
Last Updated: September - 01 - 2024
IDX
$5,900,000
Status: Pending
Property Type: Vacant Land
Area: 25 - Plantation Key
Subdivision: Indian Waterways (89.0)
Description: Rare Bayfront Opportunity in Islamorada! Build your custom dream home on th...
Listing Office: Coastal Realty of the Florida Keys
Last Updated: July - 24 - 2025
IDX
$5,900,000
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 5
Square Footage: 2672
Year Built: 1961
Area: 26 - Key Largo S of MM 96.9
Subdivision: Sunrise Point (95.0)
Description: Tucked away along the shimmering waters of Florida Bay, this rare bayfront ...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: May - 12 - 2025
IDX
$5,000,000
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4.2
Square Footage: 2560
Year Built: 1990
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: *FOR STATISTICAL PURPOSES ONLY*
This Extraordinary Estate is a work of a...
Listing Office: Truman & Co. (KW)
Last Updated: August - 26 - 2024
IDX
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.